[(1S,3R,7S,9R,10S,11R,14S)-11-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-14-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 5a127ea7-8569-4419-89ca-d74f958232d2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,3R,7S,9R,10S,11R,14S)-11-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-14-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2(CC3C(CC(C2C(CO1)OC4C(C(C(C(O4)COC(=O)C)O)O)O)C)OC(=O)C3=C)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@]2(C[C@H]3[C@H](C[C@H]([C@@H]2[C@H](CO1)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)O)O)O)C)OC(=O)C3=C)C
• InChI: InChI=1S/C28H42O12/c1-7-12(2)24(33)40-27-28(6)9-16-14(4)25(34)37-17(16)8-13(3)20(28)18(10-36-27)38-26-23(32)22(31)21(30)19(39-26)11-35-15(5)29/h12-13,16-23,26-27,30-32H,4,7-11H2,1-3,5-6H3/t12-,13-,16-,17+,18+,19-,20-,21-,22+,23-,26-,27+,28+/m1/s1
• InChI Key: WPEXBINRRGEXCJ-WPEPNABFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₁₂
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.26762677 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	-	0.8187	81.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7055	70.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8143	81.43%
P-glycoprotein inhibitior	+	0.5782	57.82%
P-glycoprotein substrate	+	0.5663	56.63%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.7826	78.26%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.5278	52.78%
CYP inhibitory promiscuity	-	0.8588	85.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.5744	57.44%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4539	45.39%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8687	86.87%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8132	81.32%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	+	0.6627	66.27%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.6116	61.16%
Honey bee toxicity	-	0.6568	65.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.37%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.99%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.52%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.87%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.13%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.61%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.57%	94.80%
CHEMBL2996	Q05655	Protein kinase C delta	86.92%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.18%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	84.67%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.03%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.90%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.65%	97.21%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.25%	95.71%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.02%	95.56%
CHEMBL5957	P21589	5'-nucleotidase	80.01%	97.78%

Plants that contains it

• Hymenoxys lemmonii

Cross-Links

• PubChem: 163046616
• LOTUS: LTS0147432
• wikiData: Q105309841